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The top 12 biggest Liverpool transfer disappointments

By Russell Hughes

19 Mar 2002: Jari Litmanen of Liverpool celebrates after scoring the first goal with a penalty during the Liverpool v AS Roma UEFA Champions League, Group B match at Anfield, Liverpool. DIGITAL IMAGE. Mandatory Credit: Shaun Botterill/Getty Images
19 Mar 2002: Jari Litmanen of Liverpool celebrates after scoring the first goal with a penalty during the Liverpool v AS Roma UEFA Champions League, Group B match at Anfield, Liverpool. DIGITAL IMAGE. Mandatory Credit: Shaun Botterill/Getty Images /
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HULL, ENGLAND – MAY 9: Alberto Aquilani of Liverpool during the Barclays Premier League match between Hull City and Liverpool at the KC Stadium on May 9, 2010 in Hull, England. (Photo by Jed Leicester/Getty Images)
HULL, ENGLAND – MAY 9: Alberto Aquilani of Liverpool during the Barclays Premier League match between Hull City and Liverpool at the KC Stadium on May 9, 2010 in Hull, England. (Photo by Jed Leicester/Getty Images) /

Alberto Aquilani

Italian midfielder Alberto Aquilani was supposed to be the answer to Liverpool’s midfield problems after Xabi Alonso left, but Aquilani failed miserably and will be forever remembered as a flop.

Injuries were probably the main reason the Roma man never took off at Anfield. He somehow passed a medical despite not playing for months due to an ankle problem.

After making a brief debut in November, Aquilani finally made his full debut in December and went on to register six assist for the campaign. Not a bad return given how little he played.

But his time on Merseyside didn’t last long and the Italian returned to him homeland with AC Milan and Juventus – leaving a giant pile of ‘what ifs’ behind him.

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